I think that looks really nice, you maybe could use a little bit of pomade/gel/wax/something to hold the curls a bit more? And if it was me, I'd put the knot on my bandanna over to one side or the other, but that's just my preference :)
I like what your doing! Vintage styling is really difficult on short hair. You may want to try doing pin curls before using the iron, so that you can get a little more texture. I found a really nice tutorial on using both here.
While its not a 50's style, finger waves look really nice on short hair. Here is a great tutorial.